Preparation method of 3,5-di-tert-butyl-4-hydroxybenzyl alcohol

A technology of di-tert-butyl and hydroxybenzyl alcohol, which is applied in the preparation of organic compounds, chemical instruments and methods, and preparation of carbonyl compounds by condensation, etc., can solve the problems of complex separation and purification process, disadvantage, and influence on the development and application of downstream products, etc. To achieve the effect of high reaction yield and broad application prospects

Active Publication Date: 2017-07-04
XINXIANG UNIV
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  • Abstract
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  • Application Information

AI Technical Summary

Benefits of technology

The technical effect that this new technology provides for efficient production without requiring specific chemical reactions or expensive equipment. This results from avoiding certain steps involved during the process instead being done by reactants themselves.

Problems solved by technology

This patented technical problem addressed by the patents relates to finding ways to reduce harmful emissions caused by certain compounds while maintaining beneficial benefits associated therewith during manufacturing operations. These include reducing degradations (oxidative decomposition). Additionally, anti-inflammatory agents like benzoquinones may find uses in cosmetic compositions where they help protect against inflammability issues.

Method used

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  • Preparation method of 3,5-di-tert-butyl-4-hydroxybenzyl alcohol
  • Preparation method of 3,5-di-tert-butyl-4-hydroxybenzyl alcohol
  • Preparation method of 3,5-di-tert-butyl-4-hydroxybenzyl alcohol

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Embodiment 1

[0018] Synthesis of 3,5-di-tert-butyl-4-hydroxybenzaldehyde

[0019] Take 2.42mL POCl 3 (0.026mol) was added to 2.01mL DMF (0.026mol) at 0°C, stirred until a white solid was produced, and dissolved in 20mL 1,2-dichloroethane to obtain solution A. Dissolve 4.12g of 2,6-di-tert-butylphenol (0.02mol) in 20mL of 1,2-dichloroethane to obtain solution B. Add solution B dropwise to solution A at room temperature, reflux at 70°C for 2 hours, add saturated Na 2 CO 3 The solution was neutralized until no gas was produced, then refluxed at 80°C for 40 minutes, separated, the organic phase was washed with water, and Na 2 CO 3 Wash with saturated solution and dry. The organic phase was distilled off under reduced pressure to obtain 4.48 g of light brown flaky solid with a yield of 96% and a melting point of 185-189°C (literature value 186-190°C);

[0020] Synthesis of 3,5-di-tert-butyl-4-hydroxybenzyl alcohol

[0021] Take 4 g of 3,5-di-tert-butyl-4-hydroxybenzaldehyde (0.017 mol) prep

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Abstract

The invention discloses a preparation method of 3,5-di-tert-butyl-4-hydroxybenzyl alcohol and belongs to the technical field of organic synthesis. In the technical scheme, a reaction is carried out to 2,6-di-tert-butyl-phenol and a Vilsmeier reagent in a non-protonic solvent at 60-80 DEG C to generate 3,5-di-tert-butyl-4-hydroxybenzaldehyde; and then the 3,5-di-tert-butyl-4-hydroxybenzaldehyde is reacted with a strong-protonic reducing agent to generate the target product, 3,5-di-tert-butyl-4-hydroxybenzyl alcohol. The method is free of special catalyst and is free of gas in the reactions, is high in reaction yield, and is free of complex product post-treatment step, so that the method has wide application prospect.

Description

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Claims

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Application Information

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Owner XINXIANG UNIV
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